Man to Woman

by Jane Futa

  “Hello there,” I said, popping my head farther out the door. I brushed my dark bangs to the side and motioned him over. “Right this way.”

  The lean athlete followed suit, coming up to me and smiling as he looked me up and down. “Sure thing,” he said with an indulgent grin. His head nodded up and down as he practically undressed me with his eyes – I could usually tell.

  “Are you doing my exam today?” He asked, licking his lips.

  “Well,” I started as we walked down the corridor. I could feel Raymond’s eyes right on my ass as my legs shifted with each step. Sure, the attention was always nice, but he couldn’t break his concentration for two seconds, it seemed.

  “It looks here,” I explained, looking down at my chart, “that you’re only needing a refill of your sports meds? Is this right?”

  Raymond shrugged. “I guess. Coach is the one who made the appointment. He said it’s a physical and a refill, because I goofed off during the first one or something.”

  “Ah,” I said, stroking my chin. “I see that on here, as well. Yes, the doctor doesn’t usually worry about matters like this, so I will be taking care of you.”

  I turned back and shifted my eyes to the young man, watching as his eyes darted up from my ass and toward my face. “We’ll take good care of you and get you out of here in no time; how does that sound?”

  “It’s whatever,” Raymond said, rubbing the back of his neck as his blue eyes returned to my backside.

  “Right in here,” I said, motioning to the doorway, which led into the exam room. Inside, the white fluorescent lights radiated against the grey vinyl tile and the exam table. The table had a fresh roll of butcher paper, and the counter had recently been cleaned to sparkling perfection, leaving a row of little jars and devices, all shimmering in the bright lights.

  “Ok,” I said, looking back at my chart. “Let’s go ahead and get your weight and height. Go ahead and step up on this scale,” I asked.

  Raymond sighed and obeyed, with all the enthusiasm of a slacker. Guys like Raymond certainly made me feel old, despite the fact that I was only five years his senior. Nursing school could widen the gap between nineteen and twenty-four, in ways one simply can’t imagine. Raymond was cute, but he was immature and cocky. Lucky for both of us, that’s just my type.

  “Ok,” I said, jotting down Raymond’s stats and motioning for him to step off the scale.

  “Um,” I said, rustling at the papers and realizing I would be performing one of those physicals – the ‘please turn and cough’ variety. I would be lying if I said that it didn’t bring my cock the slightest bit of hardness to see that on the to-do list. But at the same time, I was a professional, first and foremost. Sure, I’m a woman, but I’m a nurse, and the only thing that I endorse happening inside the exam room, is an actual boring exam.

  “Why don’t you go ahead and sit up on this table for me,” I said, pointing.

  Raymond looked me over once again, and hopped back onto the table. His slick track shorts were soft against the butcher paper. “Ok,” I said, grabbing my stethoscope.

  “Go ahead and inhale deep for me,” I said, leaning over toward Raymond’s hard chest. The college athlete was skinny, but hard as a rock. His chest expanded and I asked him to exhale deeply, which he did. “Excellent,” I said softly as I looked down and recorded the numbers.

  “So,” Raymond started as I shuffled through the paperwork. “You seem pretty young to be a doctor.” The submissive stud seemed all too self-assured by this remark, as if he’d caught my in some sort of fraudulent act.

  “Well,” I started, eyeing him. “I’m twenty-four. I did my time in college, just like you.”

  “You’re twenty-four? Shit, I thought you were my age,” Raymond said with a small chuckle.

  “Well, you’re nineteen. There’s really not that much of a difference,” I said, as I secretly rebutted this in my mind.

  “I’ve banged girls that looked twice your age,” Raymond said. My eyes widened upon hearing this, so much so that I must’ve seemed blatantly shocked, because Raymond quickly apologized.

  “Um, sorry. I don’t know where that came from,” he said, rubbing the back of his neck. He might have appeared nervous to any other girl, but I knew what he was doing. He couldn’t hide the mischievous grin across his lips, as he carefully but discretely tried to appraise my reaction to this little retreat.

  “Well, you know, I don’t care one way or another who you’ve been with. But because you’ve brought this up, I should ask if you’re always practicing safe sex.”

  Raymond gave a little laugh toward this and shook his head. “That’s not really my problem.”

  Sure, I balled my fists slightly. He might have been hot, but Raymond was proving the usual cocky asshole stereotype. I was about ready to bend him over and give him a little sweet justice, but I have a bit more control over myself than that, thank you.

  “Well,” I argued. “Don’t you want to protect yourself? And while we’re on the subject, how many sexual partners would you say that you’ve had?”

  “I don’t know,” Raymond shrugged. “Fifty… a hundred?”

  “Come on,” I said. “I’m not looking to be impressed. I need to know, to get a better gauge over your need for a test.”

  “Hey,” Raymond huffed. “That’s a low estimate.”

  “I wouldn’t say that any of them were as hot as you or anything, though,” Raymond said, turning on the charm.

  “Well,” I answered, clutching my notebook and smiling. “That’s kind of you to say, but inappropriate.”

  “Let’s go ahead and move on,” I said. I swallowed and stood before the exam table. “I know this might be a little nerve-wracking but I need you to go ahead and stand and pull down your shorts. I need to do a quick hernia check before we can write the refill for this prescription, which will require me to examine your testicle health.”

  This would be the point where some men exhibit certain nervousness. And others, well, they seem to live for this moment. Raymond was a part of the latter group. As if he’d been waiting for this moment, he clasped his hands and smiled, as he hopped from the table.

  Raymond stood and grabbed the band of his red track shorts, before yanking them down, along with his tight white briefs. As he did, the sandy-blonde stud smiled and let them fall down to his knees. Out sprung his cock, growing harder by the moment.

  “Oh,” I jumped in surprise. The track star’s small cock jutted out and upward in a curve, with the reddish-purple head perfectly crested and bouncing with each pulse.

  “Um, I just need to get right here,” I said, moving my hand down past the track star’s cock and toward his balls. His balls, proportionately small, were equally unimpressive in size. Though Raymond must not have read my expression, as he seemed quite confident in himself.

  “What do you think?” He asked with a shit-eating grin scrawled across his lips.

  I ignored the athlete and instead knelt down and felt each testicle. I held each warm orb in my palm before instructing Raymond to cough, as I monitored the reflex.

  “Well?” Raymond asked once more.

  “That’s great. You can go ahead and dress yourself again,” I said, jotting down the check in my clipboard.

  “Come on, babe – give me something,” Raymond grinned. “Don’t leave me hanging.”

  “Raymond,” I said. “It would be highly inappropriate for me to entertain these remarks. I just need to finish up a few notes and we will be all finished here.”

  As I said this, I dropped my pen. Raymond quickly started down to pick up the pen for me, but I beat him to the floor. As I bent over, I felt my skirt pull up and reveal my ass slightly. The track star stepped back and eyed me until suddenly, I felt the surprise of my life, and most certainly the surprise of Raymond’s.

  “Raymond,” I snapped, feeling the college athlete’s hand caress down my ass crack and over the thing, pink cotton thong that ran just over my balls.

 
I stood back up and adjusted my skirt as the warmth flushed across my skin. Sure, the total shock swelled across me for a moment. But it was the delicious sensation of a college guy’s greedy fingers caressing against my sack, which left a breathless shiver crawling up my legs.

  “Mmm,” Raymond said with a grin. “What a nice ass.”

  “Just what the hell do you think you’re doing?” I shouted.

  The track star stepped back, his long, lithe legs one behind the other as I neared him and pushed him against the exam table.

  “Now I have had enough of this,” I warned, sticking my finger into the jock’s chest.

  “No fair,” Raymond smirked. “You got to see mine, why can’t I see yours? I’ll bet you’re shaved, aren’t you?”

  The scowl across my red lips turned to a mischievous grin in that moment. It was time to give this cocky little asshole a taste of his own medicine, and in a way he would never forget.

  “Raymond, I just don’t know what to do with you,” I said in a low whisper. My lips curled into a smile as I pushed my chest toward his.

  “Since the moment you came in here, you have done nothing but make one sexual move after another,” I continued, as the athlete simply shrugged.

  “You find me attractive, yes?”

  “Hell yes I do,” Raymond nodded. “Those legs… that ass… I’d love to see what’s going on under that skirt.”

  “Oh, you would, huh?” I asked, puckering my lips.

  I grabbed the pen and dragged it up and down Raymond’s chest; pulling up and down, dizzyingly slow, as the athlete simply watched in complete surprise that his cocky harassment had worked on me.

  “Well, maybe just this once something can be arranged,” I nodded and smiled subtly.

  “Oh yeah,” Raymond smiled, clasping his hands in anticipation.

  “You want me?” I asked.

  Raymond nodded as the look of hunger grew in his eyes. I could tell just how badly he wanted it. The track star was making no effort to hide the small tent in his shorts at this point, either, and so I reached down and slid my fingers over the tip, watching as Raymond sighed in delight.

  “You really want to see all of me?” I asked, rubbing over the thin fabric of his shorts as I felt the ridge of his cockhead just beneath.

  “Fuck,” Raymond breathed.

  “Under one condition,” I said. “You’ve been such a little asshole this entire visit, that there is only one way I’m showing you myself.”

  “What’s that?” Raymond asked, his breath heavy and fast as he watched my hands, hypnotized by my movements.

  “You agree to let me have my way with you, no matter what,” I explained.

  “Fuck yeah,” Raymond nodded.

  “No, no, no,” I said, pressing my finger over his lips. “You really ought to think this through. “Because there will be no going back, after you agree.”

  “Well, I agree,” Raymond, answered impatiently.

  “Are you sure?” I asked, tracing my finger over his lips.

  Raymond squirmed and writhed as he quickly ran his hands over my hips. The sensation sent a quiver down my body, as I knew I was about to have a fresh, tight little ass to pound to my heart’s content. My cock swelled beneath my skirt as the track star grinned hungrily.

  “I’m sure; no matter what. You get to do whatever you like with me,” Raymond smiled confidently.

  “Excellent,” I whispered into his ear. “I was so hoping you’d say yes. Because there is so much I want to do with you.” I pressed my chest deeper against the track star, and felt as he ran his hands over my breasts. His eyes widened at the touch and I exhaled.

  “Get your hands off my breasts,” I demanded. “I didn’t say you could touch them.”

  The little demand sent a wave of fire throughout my body. I couldn’t wait to boss the sissy little track star around. I pulled back and smiled.

  “Are you ready to see me?”

  “Fuck yeah,” Raymond nodded.

  “I’m all yours,” I whispered, as the track start began unbuttoning my nurse outfit. Each button popped open, loosening the silky white uniform around my giant breasts, until they were hanging out in my red, lacey bra.

  Raymond pulled my bra down and sucked his mouth on each nipple, leaving me ready to buckle as the college athlete kissed and massaged them, working up my collarbone and up toward my ear.

  “Mm,” I moaned. “You certainly know what you’re doing.”

  Raymond quickly yanked the remaining buttons off, and my uniform fell to the floor. Before he could have a good look at the giant cock and balls in my little thong, I lowered myself before him and eyed up.

  “How about a special little exam, just for you? It turns out I’ll need a sperm sample.”

  Raymond pulled his shorts down, and his small cock came darting out, still hard and throbbing just like before, along with his two balls, hanging beneath. I grabbed the pulsing warmth in my hand and looked up to see the runner sighing with delight. His eyes rolled back as I started to stroke fast and intent. Every ridge and vein ran in my grip as I stroked, impatient to give him something much better.

  “You like that?” I asked. Raymond moaned and nodded.

  “Then you’ll love this,” I said, parting my lips and sliding his cock into my mouth. As his clean skin ran over my tongue and my lips sealed over his shaft, Raymond moaned and gripped the edge of the exam table with his hands.

  “Fuck,” the college stud groaned. His thighs tightened as I ran my hands over them. They were so damn smooth and lithe – so girly. I couldn’t wait to pull them up and swing them around my hips.

  As I sucked, Raymond moaned and ran his hand through my dark hair. He grabbed my head and pulled my mouth all the way down over his cock. Luckily, he was so short; otherwise I certainly would have gagged. I made a mental note at how I return the favor when we switched positions.

  As his cock sank toward the back of my throat, I moaned over it, vibrating his shaft and massaging his balls with my hands. The stud thrust his cock harder and harder against my lips. It was sad really, just how much he wanted to do the fucking, and yet, I knew that his only position that afternoon would be to accommodate my giant cock, all the way inside his tight virgin ass.

  I pulled back and gasped as I looked up into his eyes. Raymond smiled and breathed hard.

  “You almost made me cum,” he gasped as I stroked his cock, wet with my saliva.

  “Oh, we can’t have that just yet. I’m planning on making you cum a different way altogether,” I said. Raymond seemed overly excited by this, but I think the poor boy was anticipating something different from me. Thoughts of fucking the cum right out of the lean track star swirled in my head. I could only imagine the many scenarios of him cumming deep inside me that were swirling in his.

  But only one of us would see our scenario play out, and I already knew that Raymond was shit out of luck.

  “I want to return the favor,” Raymond said. “I can’t wait to sink my mouth onto that juicy little peach of yours. I’ll bet it’s swollen and ripe for me, huh?”

  “Well, I guess you’ll just have to see for yourself,” I winked, as the track star stood and met me next to the exam table.

  I felt Raymond’s impatient hands running down, past my breasts and over my soft navel, before coming to my little trimmed bush. “Mm,” I moaned, throwing my head back and letting my eyes shut. “You’re going to love it, I just know it,” I gasped.

  I couldn’t help but smile a devilish little grin as I felt Raymond’s hungry finger slide right down my bush and to the base of my pulsing, throbbing thick cock.

  “What the…” Raymond gasped, as his fingers wrapped around the base of my dick and pulled. We both looked down as he pulled my cock out of the small cotton panties and into the cool air of the office. “What the hell?” He asked with wide eyes, as he grabbed at my panties and yanked them down my thighs.

  “You have a… a fucking dick?” Raymond asked.

  “
That’s right, and if you want to get out of here without a sexual assault charge, I’d suggest you get to work sucking it,” I grinned.

  “What?!” Raymond called.

  “No fucking way,” Raymond said. His eyes remained wide with shock. And yet, he didn’t move his hands from my cock. Rather, he stroked it instinctively, leaving me to bite my lip and sigh.

  “I’m not gay,” Raymond chided.

  “Neither am I. I’m a girl, and you’re a guy,” I reminded him. “You’re kind of a jerk, too, which is why I’m going to teach you a thing or two about how to treat a lady.”

  I gestured for Raymond to lower to his knees. Surprisingly, the horny little fucker obeyed me, though his expression continued to exhibit disbelief.

  “Go ahead and get acquainted with the thing that’s going to break you open,” I grinned. I pulled Raymond’s head closer to my cock as the track star looked up, continuing to stroke my cock.

  “It’s… it’s massive,” he admitted. As his fingers stroked my cock, I could feel the small teases and tickles crawling up my legs. I grew desperate for relief as the submissive twink fondled my big, heavy balls, and admired the size.

  “There’s nothing gay about this,” I said, pushing my breasts together. “So I’m a girl who happens to have a massive cock. Don’t act like your ass isn’t aching for it.”

  I grabbed the track runner’s hair and pulled his mouth closer to my cock, before growling, “Now, as you said you would let me call the shots, I think it’s time for your first foray into sexual etiquette.”

  The college sissy looked up and stroked my cock, as if waiting for me to change my mind. Instead, Raymond looked at my cock and continued to comment on its size. “I thought I was big,” he laughed.

  “This is so fucking weird,” he added.

  “There’s nothing weird about it. I’m a dominating nurse, and you’re my submissive little sissy,” I remarked.

  “Now get that mouth open and suck my cock. I’m not going to ask you again,” I said, pointing to the watch on my wrist.

  The sandy-haired teen slowly brought his lips to my cock and brushed his tongue against the underside. My body swelled with want as his lips parted and he sank his mouth over my cockhead.